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Montepulciano, Tuscany, Italy

Montepulciano is a medieval Renaissance village situated about 30 km southwest of Cortona, with many small shops and a very peaceful atmosphere. Nestled atop a hill, it offers breathtaking views of the stunning Tuscan countryside, making it a perfect escape. The town is enveloped by a series of ancient fortifications and walls, a testament to its long and storied history. The beating heart of Montepulciano, located at the town's highest point, is the magnificent Piazza Grande. This central square is a showcase of incredible architecture, including the impressive sixteenth-century cathedral. Montepulciano is also world-renowned for its exceptional wine, Vino Nobile di Montepulciano, a true gem of the Italian enological landscape.

Exploring Montepulciano is like stepping back in time. As you wander its cobblestone streets, you'll discover a perfectly preserved tapestry of Renaissance architecture that has earned the town its nickname, "the pearl of the Cinquecento." The town's history is deeply intertwined with the rivalry between Siena and Florence, and its buildings beautifully blend the stark gothic style of Siena with the elegant flair of the Florentine Renaissance. This is a city that proudly upholds its traditions, offering visitors a perfect blend of historic charm and modern amenities. Beyond the main landmarks, be sure to immerse yourself in the local culture by visiting small wine cellars and artisan workshops.


Parking in Montepulciano

You can park your car near the Porta al Prato gate, which provides access to the old town (1; GPS: 43.097976, 11.785058), or a little farther away in the spacious parking lot on Via Elio Bernabei (2; GPS: 43.098695, 11.789974). Since the first parking area is often busy, many visitors opt for the latter, enjoying a scenic 500-meter walk down Via Elio Bernabei to Porta al Prato. During the peak tourist season, it's wise to consider the third, most distant parking lot (3; GPS: 43.099350, 11.793350), which is approximately 800 meters from Porta al Prato. Planning your parking in advance is key to a stress-free visit, especially during busy months. The pleasant walk from the farther lots allows you to gradually soak in the atmosphere as you approach the heart of Montepulciano.



The Old Town

As we mentioned, we enter the Old Town through the impressive gate Porta al Prato. From there, we make our way towards the main town square, Piazza Grande, walking along the long and winding Via di Voltaia Nel Corso, where you can admire fascinating buildings that tell the city's story. On our route, we pass the striking Palazzo Bucelli, known for its intriguing Etruscan and Latin inscriptions (B; GPS: 43.095887, 11.784590). A bit further, on the left, you'll find one of the town's most charming symbols: the fascinating clock tower Torre di Pulcinella (GPS: 43.095577, 11.783872), considered one of the most beautiful in all of Italy. The tower's peak is adorned with a figure of Pulcinella, the Neapolitan clown from the classic seventeenth-century commedia dell'arte. On the right side, you can admire the stunning thirteenth-century church of Sant'Agostino (GPS: 43.095708, 11.783757), a beautiful example of Gothic-Renaissance architecture. Continuing our stroll, we pass another notable building: Palazzo Cervini (E; GPS: 43.094521, 11.782229).

The main street of Montepulciano, which changes its name as you ascend, is full of life. It is lined with countless shops selling local products, wine cellars, and restaurants, inviting you to sample Tuscan delicacies. It's in these smaller side streets that you can truly discover the city's authentic soul, away from the main tourist trail. The characteristic green shutters on the palaces and townhouses give the street a noble and mysterious charm. Despite the steep climb, every step is rewarded with new views and historical details that make Montepulciano so special and memorable.



After walking approximately 600 meters, you arrive at Piazza Grande (GPS: 43.092745, 11.781035). This is where the life of tourists and residents converges, making it the cultural and social heart of the city. The square is surrounded by stunning buildings, including the Palazzo Comunale, a magnificent fifteenth-century palace that now serves as the seat of the municipal government and whose facade resembles Florence's Palazzo Vecchio. Also here is the sixteenth-century Cathedral of Santa Maria Assunta, with its unfinished facade but breathtaking interior. The square is also graced by other splendid palaces, such as Palazzo Capitano del Popolo and Palazzo Nobili Tarugi, and in front of them stands the remarkable well Pozzo dei Grifi e dei Leoni (the well of griffins and lions). The palaces and the well were all designed by the famous architect Antonio da Sangallo the Elder. This central city space has also served as a cinematic backdrop for many films, including the "Twilight" saga, which only adds to its mystique and fame.

Piazza Grande is the perfect spot to rest and take in the monumental architecture. From the Palazzo Comunale, you can climb the tower for a spectacular panoramic view of the entire Valdichiana and Val d'Orcia, an unforgettable experience. Be sure to notice the small details, such as the Medici family crest adorning the well, a reminder of the city's historical alliances. The entire square, with its cafes and restaurants, invites you to linger and savor the atmosphere of the Tuscan "dolce vita." It is here that history, art, and daily life converge, creating a unique blend that truly defines Montepulciano.

Gastronomy and Wine

Montepulciano is a true paradise for lovers of fine food and wine, celebrated most famously for its Vino Nobile di Montepulciano, one of Italy's most prestigious wines with DOCG status. This full-bodied red wine, primarily made from Sangiovese grapes (known locally as Prugnolo Gentile), matures in oak barrels within historical cellars, often carved directly into the rock beneath the city. A visit to these cellars for a tasting is an unforgettable experience. Beyond wine, Montepulciano offers a rich culinary heritage. You must try the handmade pasta called pici, served with a traditional meat ragu or a garlic and tomato sauce (all'aglione). Meat dishes are also popular, especially Chianina beef and Cinta Senese pork. Be sure to sample the local cheeses, particularly the renowned Pecorino di Pienza, as well as the exquisite local olive oil. The cuisine here is rooted in rustic traditions, focusing on fresh, seasonal ingredients to create simple yet incredibly flavorful dishes. You can enjoy these delights in the numerous restaurants and osterias, many of which offer stunning views of the surrounding countryside.

In short: to see/visit

  • the gate Porta al Prato,
  • Torre dell'Orologio (Torre di Pulcinella),
  • the church Sant'Agostino,
  • Palazzo Bucelli with Etruscan and Latin inscriptions,
  • Piazza Grande,
  • Palazzo Comunale,
  • Palazzo Nobili Tarugi,
  • Palazzo Capitano del Popolo,
  • the cathedral Santa Maria Assunta,
  • the church Santa Lucia,
  • the sanctuary of Madonna di San Biagio (outside town's borders),
  • Fortezza Medicea,
  • Teatro Poliziano,
  • Palazzo Neri-Orselli.
  • Civic Museum (Museo Cívico) - housed in Palazzo Neri Orselli, it contains rich archaeological collections and artworks, including pieces from the medieval and Renaissance periods.
  • Church of Santa Maria delle Grazie - known for its simple facade and an altar made in terracotta by Andrea della Robbia.


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